Literature DB >> 30114355

Versatile Cobalt-Catalyzed Enantioselective Entry to Boryl-Functionalized All-Carbon Quaternary Stereogenic Centers.

Chao Wang1, Shaozhong Ge1.   

Abstract

We report an asymmetric synthesis of chiral boryl-functionalized γ-lactams containing all-carbon quaternary stereocenters via a Co-catalyzed enantioselective hydroboration/cyclization of amide-tethered 1,6-enynes. These enantio-enriched γ-lactam products can be readily converted to a variety of cyclic and acyclic other chiral γ-lactams, pyrrolidin-2,3-diones, β-amino acid N-carboxyanhydrides, and β-amino carboxylic amides.

Entities:  

Year:  2018        PMID: 30114355     DOI: 10.1021/jacs.8b06814

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Cu-Catalyzed Asymmetric Aminoboration of E-Vinylarenes with pivZPhos as the Ligand.

Authors:  Linglin Wu; Olga Zatolochnaya; Bo Qu; Ling Wu; Lucille A Wells; Marisa C Kozlowski; Chris H Senanayake; Jinhua J Song; Yongda Zhang
Journal:  Org Lett       Date:  2019-10-24       Impact factor: 6.005

2.  Enantioselective Michael-Proton Transfer-Lactamization for Pyroglutamic Acid Derivatives: Synthesis of Dimethyl-(S,E)-5-oxo-3-styryl-1-tosylpyrrolidine-2,2-dicarboxylate.

Authors:  Christian M Chaheine; Conner J Song; Paul T Gladen; Daniel Romo
Journal:  Organic Synth       Date:  2021

3.  Radical 1,2,3-tricarbofunctionalization of α-vinyl-β-ketoesters enabled by a carbon shift from an all-carbon quaternary center.

Authors:  Qi Zhang; Mong-Feng Chiou; Changqing Ye; Xiaobin Yuan; Yajun Li; Hongli Bao
Journal:  Chem Sci       Date:  2022-05-02       Impact factor: 9.969

4.  Asymmetric synthesis of flavanols via Cu-catalyzed kinetic resolution of chromenes and their anti-inflammatory activity.

Authors:  Qingjing Yang; Zihao Wang; Catherine Hong Huan Hor; Haitao Xiao; Zhaoxiang Bian; Jun Joelle Wang
Journal:  Sci Adv       Date:  2022-06-03       Impact factor: 14.957

5.  Ligand-controlled cobalt-catalyzed regiodivergent hydroboration of aryl,alkyl-disubstituted internal allenes.

Authors:  Caizhi Wu; Shaozhong Ge
Journal:  Chem Sci       Date:  2020-02-05       Impact factor: 9.825

6.  Enantioselective Cobalt-Catalyzed Hydroboration of Fluoroalkyl-Substituted Alkenes to Access Chiral Fluoroalkylboronates.

Authors:  Ming Hu; Boon Beng Tan; Shaozhong Ge
Journal:  J Am Chem Soc       Date:  2022-08-11       Impact factor: 16.383

  6 in total

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